Theatre District Vacation Packages

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Top Holiday Package Deals in Theatre District

Price found within the past 48 hours. Click for updated prices.
Lakeside Inn

Lakeside Inn

2 out of 5
per person
Sep 9 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
7.4/10 Good! (2,188 reviews)
Pleasantly surprised. A little older but staff made up for that. staff was excellent very attentive.

Reviewed on Jul. 21, 2025

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
per person
Aug 29 - Sep 1
found 2 days ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (242 reviews)
Beautiful place. But floor in the bathroom was a little sticky. Yuck. When I checked in, I was shown a beautiful dining room where breakfast would be served. But then, instead, it was served in a much more shabby room. Also, the included breakfast was quite skimpy. Extra charge for a real breakfast. (Also, I may be wrong, but I don’t think the word “potatoes” appears anywhere on the menu. Of course, you do serve potatoes - with a delicious omelette that I enjoyed, for example.)

Reviewed on Jun. 6, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Sep 19 - Sep 22
found 12 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
I made a mistake on my room type when I made the reservation, they hotel was extremely helpful in helping me get it corrected. The hotel is beautiful, the location/views are amazing, and the food at the hotel restaurant was outstanding.

Reviewed on Jul. 23, 2025

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (349 reviews)
This experience from checking in to the quality of the room and the incredible concierge service that helped us with restaurants in our entire experience was unbelievable! It was probably the best experience I had with a luxury hotel in any city I visited. We will definitely be coming back!

Reviewed on Jul. 20, 2025

The Ritz-Carlton, Boston

The Ritz-Carlton, Boston

5 out of 5
Downtown Boston
per person
Sep 8 - Sep 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (374 reviews)
Excellent stay, exceptional service, very close to Boston commons, Harbor, ChinaTown, Beacon Hill, etc. Rooms are roomy. Beds are comfortable, housekeeping staff very accommodating. The gym was excellent, top notch. Ate breakfast room service and at in house restaurant-great meals. Highly recommend.

Reviewed on Jul. 5, 2025

Where to stay in Theatre District

Find the best Theatre District areas and neighborhoods for the activities you enjoy most. Learn more about Theatre District
Downtown Boston showing a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(193 area reviews)

Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.

Find hotels in Downtown Boston

Theatre District Hotel Deals

Found Hotel Boston Common

Found Hotel Boston Common

2.5 out of 5
78 Charles Street South, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $212 per night from Aug 17 to Aug 18
CA $212
CA $247 total
Aug 17 - Aug 18
includes taxes & fees
8.2/10 Very Good! (1,212 reviews)
"Great staff and a great room! If you are looking for a place to rest your head, this is your spot!"

Reviewed on Jul. 13, 2025

Found Hotel Boston Common
Courtyard by Marriott Boston Downtown

Courtyard by Marriott Boston Downtown

3.5 out of 5
275 Tremont St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $275 per night from Aug 24 to Aug 25
CA $275
CA $320 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (1,016 reviews)
"I liked the water machine ik the lobby"

Reviewed on Jul. 23, 2025

Courtyard by Marriott Boston Downtown
HI Boston - Hostel

HI Boston - Hostel

2 out of 5
19 Stuart Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $253 per night from Aug 24 to Aug 25
CA $253
CA $295 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (1,011 reviews)
"Location was great. And good stay for a hostel"

Reviewed on Jul. 20, 2025

HI Boston - Hostel
See all 3,714 properties in Theatre District
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

How much does a Theatre District vacation package cost?
Perhaps much less than you think — from a low CA $689, actually! By combining flights, hotels and car rentals into your own custom-made vacation package, your trip to Theatre District is just a few clicks away.
How do I get a cheap travel package to Theatre District?
Our Theatre District vacation packages mean plenty of savings for the savvy explorer. For the best deals, simply combine your flights, hotels and extras (including tours) into a handy package. But great bargains are just the beginning of your next unforgettable adventure. When you book with Expedia, and you'll have over 550 air carriers and 1,000,000 hotel options around the world to choose from. Whatever your style or budget, there's a package to suit you.
Where should I stay in Theatre District?
Visitors come from all over the world to see Fenway Park and TD Garden in Theatre District. Book a hotel within a stone's throw of these fantastic attractions and visit them whenever you please.
What are the top hotels in Theatre District?
Reserve a room at Warr18 - 1/1 · Simple 1bedroom Steps To Boston Common And South End. It's one of this area's most popular hotels. Another top option in Theatre District is Moxy Boston Downtown, a Marriott Hotel.
How far in advance should I book my Theatre District vacation?
It all depends on the air carrier, but you can generally browse through international flights on Expedia up to a year in advance. While it's generally a good idea to book ahead of time, lucky customers occasionally find a cheaper ticket only weeks before the date of departure.
What does an Expedia Theatre District travel package include?
Packages include flights, rental cars and hotels, but you can combine any of them to create your ideal Theatre District getaway. You can also add on activities and experiences once you've made your booking. You're the boss! When you combine your bookings with Expedia, you'll enjoy discounts you won't find elsewhere.
What should I know before booking a Theatre District travel package?
A travel package can be cheaper than separately booking all you need for your escape. For example, bundle your hotels, flights and rental cars and save a packet. No matter your vacation plans, you'll find a package that best suits your budget.
Can I choose my airline with a Theatre District Expedia vacation package?
Expedia has access to more than 550 partner airlines globally, so you definitely can. Just choose the carrier you want and create the perfect Theatre District getaway.
If I'm not able to travel, can I cancel my Theatre District vacation package?
You sure can, and we're here to help. You may be able to cancel or amend your Theatre District vacation package for free within 24 hours of booking. However, you may be charged a fee by your airline, hotel or car rental company if you booked more than 24 hours ago. If life throws you a curveball, browse our Customer Service Portal for further information.

Discover the most popular places to visit in Theatre District

Boston Opera House

Boston Opera House

4.5/5(19 reviews)

Admire the old-world craftsmanship of this vaudeville-era reconstruction while you enjoy a performance in opera, theater or dance.

Boston Opera House

Things to do

Boston: Ghost-Themed Self-Guided Walking Tour

The Ghosts of Boston: A GPS Guided Walking Audio Tour

CA $21
per traveller
The Ghosts of Boston: A GPS Guided Walking Audio Tour
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

CA $68
per traveller
Massachusetts: Smartphone-Based Audio Tour Bundle
Self-Guided Smartphone Ghost Walking Tour Boston App EMF Reader

Self-Guided Smartphone Ghost Walking Tour Boston App EMF Reader

CA $8
per adult
Self-Guided Smartphone Ghost Walking Tour Boston App EMF Reader
See all activities in Boston
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.